Founder Questions: As CEO, How Should I Spend My Time?
Spencer Rascoff is an entrepreneur and company leader who co-founded Zillow, Hotwire and dot.LA, and who served as Zillow's CEO for a decade. He is currently executive chairman of dot.LA and a board member at Zillow and TripAdvisor. In fall 2019, Spencer was a Visiting Executive Professor at Harvard Business School where he co-taught the "Managing Tech Ventures" course. In 2015, Spencer co-wrote and published his first book, the New York Times' Best Seller "Zillow Talk: Rewriting the Rules of Real Estate." Spencer is the host of "Office Hours," a monthly podcast on dot.LA featuring candid conversations between prominent executives on leadership, diversity and inclusion, and startups.
As a CEO, your time is a vital company resource. How you spend your workday — the meetings you're in, the initiatives you weigh in on, even where you are physically — influences how decisions are made.
I've long described decision-making as the defining factor of company culture because it determines how leaders lead and how teams collaborate, and every competitive advantage (or disadvantage) stems from these two factors. This means you set the tone for your entire culture, whether you realize it or not, just by how you spend your day. No pressure.
Determining how you spend your time is much easier at the start of your company because it's driven by necessity. Everyone is in the trenches and wearing multiple hats, which means in addition to being CEO, you're also part of sales, marketing, human resources and facilities. You're part of every decision, because every decision as a young company is a big one. Eventually, though, you scale enough to hire people to make those decisions. Then what do you do?
The Biggest Mistake Leaders Make
Here's where many leaders at high-growth companies trip up: You keep doing what you're used to doing, long past the point of necessity, not because you're a micromanager but simply because of inertia. Once you're in a routine, you tend to stay in that routine unless you have a mechanism to force a change or at least a reevaluation. And this mechanism needs to trigger frequently, not just when you expand your leadership team.
I've learned this through experience. At several points in my tenure at Zillow, particularly when we entered rapid growth as a public company, I found myself sitting in meetings that I didn't need to be in, my team deferring to me on a decision that they should be making, my calendar morphing into a hamster wheel and my inbox into a game of whack-a-mole… all eating into the time I should have been spending on the bigger picture as CEO. I needed to recalibrate.
How to Break the Cycle
To reclaim and refocus my time, I developed a system: Every three to six months, and even more frequently during phases of hyper growth, I forced myself to rethink how I managed my day. I would delete all recurring meetings and start from scratch -- declaring "calendar bankruptcy." I'd also declare "data bankruptcy" by removing myself from all data distribution lists and weekly reports which I'd accumulated as regular emails. I'd revisit our company priorities, determine how as CEO I should be engaging, then rebuild my calendar and inbox from there. It took time, but it was invaluable and oddly cathartic.
As a leader, recalibrating is so critical, because you outgrow certain decisions. A tangible example: Early in Zillow's time as a publicly traded company, we began hosting a ton of trade marketing events that were central to our industry engagement strategy and a sizable investment. I was actively involved in the decision-making throughout the process in the first couple of years, but once we got to a certain size I removed myself entirely from the details. I'd attend the kickoff and the "know before you go" two weeks prior, but every other decision was delegated to my capable team.
Do It for Your Team
Recalibrating is not just about making the best use of your time. It's also about the health of your organization. Layers of decision makers slow things down by reducing autonomy and adding approval hurdles. Fast-growing companies don't have time for this, and as CEO you can actively fight this entangling web by setting the example of delegation. Good things happen when you trust and empower your team.
The one caveat I'd add to all of this: When you delegate, you need to be prepared to accept the decisions... even when you disagree. But that's another article altogether.
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Minutes into filling out my absentee ballot last week, I was momentarily distracted by my dog Seamus. A moment later, I realized in horror that I was filling in the wrong bubble — accidentally voting "no" on a ballot measure that I meant to vote "yes" on.
It was only a few ink marks, but it was noticeable enough. Trying to fix my mistake, I darkly and fully filled in the correct circle and then, as if testifying to an error on a check, put my initials next to the one I wanted.
Then I worried. As a reporter who has previously covered election security for years, I went on a mini-quest trying to understand how a small mistake can have larger repercussions.
As Los Angeles County's 5.6 million registered voters all receive ballots at home for the first time, I knew my experience could not be unique. But I wondered, would my vote count? Or would my entire ballot now be discarded?
My distractingly sweet dog, Seamus.
Photo by Tami Abdollah
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